2-(3,3-dimethyloxiran-2-yl)-4-ethenyl-10-ethyl-2-hydroxy-4-methyl-3H-pyrano[3,2-c]chromen-5-one

Details

• Internal ID: b34d3190-a540-46f4-b3e9-6a5de25ee963
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 2-(3,3-dimethyloxiran-2-yl)-4-ethenyl-10-ethyl-2-hydroxy-4-methyl-3H-pyrano[3,2-c]chromen-5-one
• SMILES (Canonical): CCC1=C2C(=CC=C1)OC(=O)C3=C2OC(CC3(C)C=C)(C4C(O4)(C)C)O
• SMILES (Isomeric): CCC1=C2C(=CC=C1)OC(=O)C3=C2OC(CC3(C)C=C)(C4C(O4)(C)C)O
• InChI: InChI=1S/C21H24O5/c1-6-12-9-8-10-13-14(12)16-15(17(22)24-13)20(5,7-2)11-21(23,25-16)18-19(3,4)26-18/h7-10,18,23H,2,6,11H2,1,3-5H3
• InChI Key: CLSJUQWISAXGNX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.16237386 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	+	0.5978	59.78%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5840	58.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.9003	90.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7485	74.85%
P-glycoprotein inhibitior	-	0.5812	58.12%
P-glycoprotein substrate	-	0.6848	68.48%
CYP3A4 substrate	+	0.5945	59.45%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8570	85.70%
CYP3A4 inhibition	-	0.5062	50.62%
CYP2C9 inhibition	-	0.6693	66.93%
CYP2C19 inhibition	-	0.7120	71.20%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	-	0.8331	83.31%
CYP2C8 inhibition	-	0.6294	62.94%
CYP inhibitory promiscuity	-	0.8226	82.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5092	50.92%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.7393	73.93%
Skin corrosion	-	0.9207	92.07%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7055	70.55%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5374	53.74%
skin sensitisation	-	0.6924	69.24%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6310	63.10%
Acute Oral Toxicity (c)	III	0.5344	53.44%
Estrogen receptor binding	+	0.7363	73.63%
Androgen receptor binding	+	0.7719	77.19%
Thyroid receptor binding	+	0.5533	55.33%
Glucocorticoid receptor binding	+	0.6535	65.35%
Aromatase binding	+	0.7663	76.63%
PPAR gamma	+	0.7371	73.71%
Honey bee toxicity	-	0.7997	79.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.01%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.36%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.08%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.00%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.05%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.20%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.67%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.73%	99.23%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.06%	90.24%
CHEMBL4530	P00488	Coagulation factor XIII	83.28%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.36%	96.09%

Plants that contains it

• Bothriocline ripensis

Cross-Links

• PubChem: 85456039
• LOTUS: LTS0105210
• wikiData: Q104963878